Автор |
Kosower, E. M. |
Автор |
Waits, Harold P. |
Дата выпуска |
1971 |
Формат |
application.pdf |
Издатель |
Taylor & Francis Group |
Копирайт |
Copyright Taylor and Francis Group, LLC |
Название |
1-ETHYL-4-CARBOMETHOXYPYRIDINYL (Pyridinyl, 1-ethyl-4-carbomethoxy) |
Тип |
research-article |
DOI |
10.1080/00304947109356786 |
Electronic ISSN |
1945-5453 |
Print ISSN |
0030-4948 |
Журнал |
Organic Preparations and Procedures International |
Том |
3 |
Первая страница |
261 |
Последняя страница |
267 |
Аффилиация |
Kosower, E. M.; Department of Chemistry, State University of New York |
Аффилиация |
Waits, Harold P.; Department of Chemistry, State University of New York |
Выпуск |
5 |
Библиографическая ссылка |
Kosower, E. M. and Poziomek, E. J. 1964. J. Am. Chem. Soc., 86: 5515 |
Библиографическая ссылка |
Schwarz, W. M., Kosower, E. M. and Shain, I. 1961. J. Am. Chem. Soc., 83: 3164 |
Библиографическая ссылка |
Kosower, E. M. and Schwager, I. 1964. J. Am. Chem. Soc., 86: 5528 E. M. Kosower and Y. Ikegami, ibid., 89, 461(1967); ibid., 90, 1943(1968); E. M. Kosower and M. Mohammad, ibid., 90, 327(1968); M. Mohammad and E. M. Kosower, ibid., 93, 2709(1971). |
Библиографическая ссылка |
Methyl isonicotinate (Reilly Tar & Chemical Corp., Indianapolis, Indiana) and ethyl iodide in ethanol or acetone at reflux for 5–8 hours yield the required quaternary salt. Recrystallization from acetone producesorange crystals, m.p. 110–112°. The color of the salt is due to light absorption in the charge-transfer band, not impurities. |
Библиографическая ссылка |
Fieser, L. F. 1967. Reagents for Organic Synthesis, 1030John Wiley and Sons, Inc.. Sodium amalgam is prepared according to the directions given in |
Библиографическая ссылка |
The vacuum line equipped with a mercury diffusion pump, a forepump and traps is operated at a pressure of 1 × 10 mm. Long pumping times ensure removal of adsorbed oxygen. |
Библиографическая ссылка |
Acetonitrile (Spectroquality) from Matheson Coleman and Bell or J. T. Baker, is satisfactory for this preparation. |
Библиографическая ссылка |
The relatively high (-40° C.) melting point of acetonitrile can lead to difficulty (even cracking of apparatus) if care is not exercised in the melting operation. A beaker of acetone at room temperature is ideal for this step. |
Библиографическая ссылка |
Data are: λ<sub>max</sub> (λ<sub>max</sub>) 6325(83), 3940(4925), 3100(11,000). The visible maximum does not obey Beer's Lav above ∼ 0.03 M due to reversible dimerization. |
Библиографическая ссылка |
Acetonitrile solutions of 1-ethyl-4-carbomethoxypyridinyl (∼0.01 - .02 M) have been stored for many months with little apparent decomposition. |